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Preparation of metallotexaphyrins

a technology of metallotexaphyrin and texaphyrin, which is applied in the field of texaphyrin synthesis transmetallation process, can solve the problems of cumbersome process described

Pending Publication Date: 2007-12-13
PHARMACYCLICS +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The processes described are cumbersome, have limitations and have permitted synthesis of texaphyrins with limited number of metal cations.

Method used

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  • Preparation of metallotexaphyrins
  • Preparation of metallotexaphyrins
  • Preparation of metallotexaphyrins

Examples

Experimental program
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Effect test

example 1

[0046] M2=In+3 [0047] Analyzed by HPLC, UV-vis, and LC / MS [0048] UV-vis analysis: Amax: 468 nm and 730 nm [0049] MS analysis: found 1046.3 (theoretical 1046.4 for C50H69N5O12In+)

example 2

[0050] M2=Y+3 [0051] Analyzed by HPLC, UV-vis, and LC / MS [0052] UV-vis analysis: Amax: 472 nm and 732 nm [0053] MS analysis: found 1020.4 (theoretical 1020.4 for C50H69N5O12Y+)

example 3

[0054] M2=Gd+3 [0055] Analyzed by HPLC, UV-vis, and LC / MS [0056] UV-vis analysis: Amax: 470 nm and 740 nm [0057] MS analysis: found 1089.3 (theoretical 1089.4 for C50H69N5O12Gd+)

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Abstract

The present invention provides a process for replacing a metal cation, M1, from a compound of Formula L

Description

PRIORITY INFORMATION [0001] This application claims the benefit of priority from U.S. Provisional Application No. 60 / 431,157, filed Dec. 4, 2002 (Attorney Docket No. 4235.00 US) and U.S. Provisional Application No. 601480,600, filed Jun. 19, 2003 (Attorney Docket No. 4235.01 US), both of which are incorporated by reference herein their entirety.FIELD OF INVENTION [0002] The present invention relates to a transmetallation process for the synthesis of texaphyrin compounds of Formula II. BACKGROUND OF INVENTION [0003] Texaphyrins are synthetic porphyrin-like ligands which complex large metal cations, including the trivalent cations of the lanthanide series. Texaphyrins have the potential of treating diseases like cancer, cardiovascular diseases, infectious diseases, and the like. One derivative, motexafin gadolinium (Xcytrin®, MGd), has been reported to localize to tumors and to enhance radiation response in animal tumor models. This drug is currently in late stage clinical development...

Claims

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Application Information

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IPC IPC(8): C07F17/00C07D225/00C07F13/00C07D487/22C07F3/02C07F3/04C07F5/00C08FC08F2/00C08F8/42
CPCC07D487/22
Inventor CARY, DOUGLASFU, LEIMODY, TARAK D.
Owner PHARMACYCLICS